Lab #10 - Preparation of Nylon 6,6 - a Polymeric Amide
Introduction: Nylon, a polymer familiar
to everyone because of its wide use in fabrics, is a condensation polymer
made by the removal of water molecules from adipic acid,
and 1,6-diaminohexane: H2N-CH2-CH2-CH2-CH2-CH2-CH2-NH2
to form the polymer:
In this experiment, we shall use the chloride of adipic acid,
which combines with 1,6-diamminohexane by the removal of HCl
molecules. The two reactants will be dissolved in immiscible
solvents, so that the reaction takes place only at the interface. In
this way, the polymer can be obtained in strands.
Safety: Both of the liquids
are corrosive and toxic. Avoid breathing the fumes. The reaction
creates hydrochloric acid as a by-product. Do not touch the strands
with your hands. Use protective gloves and goggles.
||Make a hook out of a 10 to 15 cm piece of copper wire and have it
in readiness to remove the nylon film as it is formed.
||Obtain 3 mL of 0.5 M 1,6-diaminohexane in 0.5 M sodium hydroxide
(NaOH) solution, and place it in a 50 mL beaker.
||Hold the beaker containing the 1,6-diaminohexane at a slant, and
carefully add 3 mL of a 0.25 M solution of adiply chloride in hexane to it.
The two solution are not soluble in each other, so a distinct layer should
||Use the hooked copper wire to withdraw the film that forms at the
boundary of the two liquids. This is a boundary layer. Continue
to withdraw the film as it forms at the boundary layer until the strand breaks.
||Place the nylon strand on a previously weighed watch glass and wash
generously with water. Finish with an alcohol rinse.
||Place the watch glass and nylon in the drying oven to finish drying
||Mass the watch glass and nylon and determine the amount of nylon
produced from this reaction.
||Write equations for the reaction involved in each preparation you
performed, using structural formula for the monomers and polymers involved.
||The nylon produced by the E.I. DuPont de Nemours Company, Nylon,
6-10, is made by condensing sebacic acid,
with 1,6 diaminohexane. Show how these molecules
can condense and form a long-chain polymer.